NPASS drugs

Drug Information

Drug ID:	NPD4660
Drug Name:	2164U90
Molecular Formula:	C21H27NO2S
Canonical SMILES:	CCCC[C@@]1(CC)N[C@H](c2ccccc2)c2c(S(=O)(=O)C1)cccc2
Standard InCHI:	InChI=1S/C21H27NO2S/c1-3-5-15-21(4-2)16-25(23,24)19-14-10-9-13-18(19)20(22-21)17-11-7-6-8-12-17/h6-14,20,22H,3-5,15-16H2,1-2H3/t20-,21-/m1/s1
Standard InCHIKey:	RUWCWTXHTOBJIA-NHCUHLMSSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4660

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	317
0.1-0.2	3028
0.2-0.3	11744
0.3-0.4	12206
0.4-0.5	3211
0.5-0.6	340
0.6-0.7	42
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7222	NPC169016
Intermediate Similarity	0.7193	NPC329430
Remote Similarity	0.6818	NPC119677
Remote Similarity	0.6783	NPC470926
Remote Similarity	0.6759	NPC313850
Remote Similarity	0.6667	NPC12857
Remote Similarity	0.6637	NPC258046
Remote Similarity	0.6607	NPC133162
Remote Similarity	0.6574	NPC98269
Remote Similarity	0.6574	NPC325662
Remote Similarity	0.6481	NPC139658
Remote Similarity	0.6439	NPC476440
Remote Similarity	0.6403	NPC328590
Remote Similarity	0.6333	NPC108339
Remote Similarity	0.633	NPC271642
Remote Similarity	0.6303	NPC473661
Remote Similarity	0.6296	NPC112609
Remote Similarity	0.6296	NPC122327
Remote Similarity	0.6296	NPC113000
Remote Similarity	0.629	NPC239854
Remote Similarity	0.6281	NPC471319
Remote Similarity	0.6281	NPC471320
Remote Similarity	0.6273	NPC290638
Remote Similarity	0.625	NPC469330
Remote Similarity	0.6239	NPC98976
Remote Similarity	0.6228	NPC104070
Remote Similarity	0.6195	NPC231986
Remote Similarity	0.6182	NPC35599
Remote Similarity	0.6182	NPC302129
Remote Similarity	0.6148	NPC317400
Remote Similarity	0.6107	NPC181390
Remote Similarity	0.6091	NPC276699
Remote Similarity	0.6087	NPC474088
Remote Similarity	0.6063	NPC469974
Remote Similarity	0.6063	NPC328877
Remote Similarity	0.6042	NPC32858
Remote Similarity	0.6042	NPC194857
Remote Similarity	0.6032	NPC291610
Remote Similarity	0.6029	NPC320656
Remote Similarity	0.6019	NPC229235
Remote Similarity	0.6019	NPC219246
Remote Similarity	0.6016	NPC474695
Remote Similarity	0.6014	NPC473417
Remote Similarity	0.6	NPC313673
Remote Similarity	0.5975	NPC474791
Remote Similarity	0.5932	NPC148231
Remote Similarity	0.5926	NPC5324
Remote Similarity	0.5912	NPC469897
Remote Similarity	0.5899	NPC475915
Remote Similarity	0.5856	NPC299134
Remote Similarity	0.5854	NPC322040
Remote Similarity	0.5809	NPC101139
Remote Similarity	0.5785	NPC176858
Remote Similarity	0.5769	NPC473418
Remote Similarity	0.5769	NPC321617
Remote Similarity	0.5769	NPC167336
Remote Similarity	0.5766	NPC244738
Remote Similarity	0.575	NPC60408
Remote Similarity	0.575	NPC473031
Remote Similarity	0.5738	NPC191444
Remote Similarity	0.5724	NPC468984
Remote Similarity	0.5694	NPC252794
Remote Similarity	0.5682	NPC434
Remote Similarity	0.5682	NPC79618
Remote Similarity	0.5674	NPC71684
Remote Similarity	0.5667	NPC203076
Remote Similarity	0.5656	NPC315403
Remote Similarity	0.5656	NPC470877
Remote Similarity	0.5655	NPC145754
Remote Similarity	0.5649	NPC67043
Remote Similarity	0.5646	NPC126458
Remote Similarity	0.5639	NPC302790
Remote Similarity	0.5639	NPC77294
Remote Similarity	0.562	NPC43655
Remote Similarity	0.562	NPC53492
Remote Similarity	0.5612	NPC313449
Remote Similarity	0.5612	NPC254088
Remote Similarity	0.561	NPC78041
Remote Similarity	0.561	NPC471307
Remote Similarity	0.561	NPC74936
Remote Similarity	0.561	NPC141139
Remote Similarity	0.561	NPC121872
Remote Similarity	0.561	NPC209764
Remote Similarity	0.561	NPC159178
Remote Similarity	0.5606	NPC473498
Remote Similarity	0.5605	NPC13470
Remote Similarity	0.56	NPC7067
Remote Similarity	0.56	NPC71140

Drug Structure

NPD4660 OpenBabel08211705262D 26 28 0 0 1 0 0 0 0 0999 V2000 -2.1349 -3.3325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8282 -1.4301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6669 -2.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2641 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1996 -1.6017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2003 -1.5643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0481 -0.2284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1229 0.7688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 0.3349 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 -0.3653 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 19 2 0 0 0 0 15 21 1 0 0 0 0 16 21 1 0 0 0 0 16 25 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 25 1 0 0 0 0 20 17 1 1 0 0 0 20 22 1 0 0 0 0 21 4 1 1 0 0 0 21 22 1 0 0 0 0 22 26 1 0 0 0 0 23 25 2 0 0 0 0 24 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012954
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.18
ALogP	-1.6751
MLogP	3.33
XLogP	6.857
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	54.55
RO5 Violation	1